Thanks for the reply J2. Interestingly enough, my phone always shows connected on the infotainment screen. However, I like your hunch about the system getting out of sync as I have the same theory about the remote start.
When the vehicle is remotely started, it has to limit vehicle functionality. Once you enter the vehicle and push the button to complete the start, the truck has to activate all disabled items. My thought is they left voice commands of the list or the order of operations to start services is incorrect. I am no software engineer, but since I can replicate the problem at will, I want Chevy to prove the radio is defective before they tear into my dash.